68081-66-3Relevant articles and documents
A tandem Finkelstein-rearrangement-elimination reaction: a straightforward synthetic route to allyl esters
Eras, Jordi,Escribà, Marc,Villorbina, Gemma,Oromí-Farrús, Mireia,Balcells, Mercè,Canela, Ramon
, p. 4866 - 4870 (2009)
Allyl esters can be obtained by a Finkelstein-rearrangement-elimination reaction of 2-chloro-1-(chloromethyl)ethyl esters induced by NaI. Sodium iodide can be used below equivalence using a reductive agent as sodium thiosulfate. High yields are obtained with most of the diverse esters studied. The method described avoids the use of allyl alcohol as a reagent. 2-Chloro-1-(chloromethyl)ethyl esters are prepared from glycerol, the main by-product of biodiesel industry. The effectiveness of iodine as reagent to hydrolyze allyl esters is also confirmed.